Record Information
Version1.0
Created at2020-04-17 18:49:58 UTC
Updated at2022-12-13 23:36:23 UTC
CannabisDB IDCDB004914
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NamePutrescine
DescriptionPutrescine, also known as 1,4-butanediamine or 1,4-diaminobutane, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. Putrescine is a very strong basic compound (based on its pKa). Putrescine exists in all living species, ranging from bacteria to humans. S-adenosylmethioninamine and putrescine can be converted into 5'-methylthioadenosine and spermidine through the action of the enzyme spermidine synthase. In humans, putrescine is involved in the metabolic disorder called hypermethioninemia. Outside of the human body, Putrescine is found, on average, in the highest concentration within a few different foods, such as grape wines, wheats, and barley and in a lower concentration in dills, turnips, and carrots. Putrescine has also been detected, but not quantified in, several different foods, such as chestnuts, cardamoms, tinda, apples, and asian pears. This could make putrescine a potential biomarker for the consumption of these foods. Putrescine is a potentially toxic compound. Putrescine is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
Synonyms
ValueSource
1,4-ButanediamineChEBI
1,4-ButylenediamineChEBI
1,4-DIAMINOBUTANEChEBI
1,4-TetramethylenediamineChEBI
Butane-1,4-diamineChEBI
ButylenediamineChEBI
H2N(CH2)4nh2ChEBI
PutrescinChEBI
PutrescinaChEBI
PutreszinChEBI
TetramethylendiaminChEBI
TetramethylenediamineChEBI
1,4-ButanediammoniumHMDB
TetramethyldiamineHMDB
1,4 DiaminobutaneHMDB
1,4 ButanediamineHMDB
Chemical FormulaC4H12N2
Average Molecular Weight88.15
Monoisotopic Molecular Weight88.1
IUPAC Namebutane-1,4-diamine
Traditional Nameputrescine
CAS Registry Number1071-98-3
SMILES
NCCCCN
InChI Identifier
InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2
InChI KeyKIDHWZJUCRJVML-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentMonoalkylamines
Alternative Parents
Substituents
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point27.5 °CNot Available
Boiling Point158.6 °CWikipedia
Water SolubilityNot AvailableNot Available
logP-0.70SANGSTER (1994)
Predicted Properties
PropertyValueSource
logP-0.98ALOGPS
logP-0.85ChemAxon
logS0.43ALOGPS
pKa (Strongest Basic)10.51ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.04 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity27.38 m³·mol⁻¹ChemAxon
Polarizability11.07 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-001i-9000000000-2b410aa72c9bb951a79d2014-09-20View Spectrum
GC-MSPutrescine, 4 TMS, GC-MS Spectrumsplash10-00di-1910000000-5694141cafbe39951441Spectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-00di-1900000000-eeb4354250406805ebe6Spectrum
GC-MSPutrescine, 4 TMS, GC-MS Spectrumsplash10-00di-8910000000-af71049ab8358b0042ffSpectrum
GC-MSPutrescine, 2 TMS, GC-MS Spectrumsplash10-00di-8900000000-0ba23327cabd9b2815f5Spectrum
GC-MSPutrescine, 3 TMS, GC-MS Spectrumsplash10-00di-2900000000-234e1b62f4e830226779Spectrum
GC-MSPutrescine, 4 TMS, GC-MS Spectrumsplash10-00di-1900000000-e29f1004e27fcb9cfe7bSpectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-001i-9000000000-224d3a5d3fbe7e1c6bd4Spectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-001i-9000000000-5759f91b24f2e27cc466Spectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-00di-9000000000-226a78b715ff64ec7067Spectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-00di-1910000000-5694141cafbe39951441Spectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-00di-1900000000-eeb4354250406805ebe6Spectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-00di-8910000000-af71049ab8358b0042ffSpectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-00di-8900000000-0ba23327cabd9b2815f5Spectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-00di-2900000000-234e1b62f4e830226779Spectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-00di-1900000000-e29f1004e27fcb9cfe7bSpectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-00di-8900000000-0ba23327cabd9b2815f5Spectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-00di-2900000000-234e1b62f4e830226779Spectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-00di-1900000000-e29f1004e27fcb9cfe7bSpectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-00di-1900000000-6861f65288867dab7690Spectrum
GC-MSPutrescine, non-derivatized, GC-MS Spectrumsplash10-00di-2900000000-7923303f8f970b8d2dd6Spectrum
Predicted GC-MSPutrescine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-9000000000-4d1729dd236ab6f44cd9Spectrum
Predicted GC-MSPutrescine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-00di-9000000000-f718a117761c1c7ea80d2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-00di-9000000000-47752c8c65e2d83e78fb2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-00du-9000000000-3603b20551e892ad6c5e2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6L) , Positivesplash10-001i-9000000000-224d3a5d3fbe7e1c6bd42012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positivesplash10-001i-9000000000-5759f91b24f2e27cc4662012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - CI-B (HITACHI M-80) , Positivesplash10-00di-9000000000-226a78b715ff64ec70672012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-00dr-9000000000-0b342438cba3ac71bccb2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-00di-9000000000-8add450cd915232f73532012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-00di-9000000000-7a496471bdf7e391fdc82012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-00di-9000000000-84da87b521647b4f42ab2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-001l-9000000000-3ca1e2cd5a7e125ac52e2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-000i-9000000000-830221d5ea74a91c32e12012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00dr-9000000000-0b342438cba3ac71bccb2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-9000000000-8add450cd915232f73532017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-9000000000-7a496471bdf7e391fdc82017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-9000000000-84da87b521647b4f42ab2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-001l-9000000000-3ca1e2cd5a7e125ac52e2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-9000000000-830221d5ea74a91c32e12017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00dl-9000000000-81dccfb50af8f3631f9b2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0079-9000000000-896934367d7bc245c8b32015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05g0-9000000000-96d51f0aa46b0ab332d02015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-de02b50a4b8a279875e42015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-73c448854a91ad5a96442015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9000000000-c600a93b8d737a2548842015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-059f-9000000000-ce7ae61a17ef7cb9b2c22015-05-27View Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR Spectrum (1D, 125 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, D2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, experimental)Spectrum
2D NMR[1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Diamine acetyltransferase 2SAT217p13.1Q96F10 details
Diamine acetyltransferase 1SAT1Xp22.1P21673 details
Peroxisomal N(1)-acetyl-spermine/spermidine oxidasePAOX10q26.3Q6QHF9 details
Choline dehydrogenase, mitochondrialCHDH3p21.1Q8NE62 details
Dimethylglycine dehydrogenase, mitochondrialDMGDH5q14.1Q9UI17 details
Spermine synthaseSMSXp22.1P52788 details
Spermidine synthaseSRM1p36-p22P19623 details
4-trimethylaminobutyraldehyde dehydrogenaseALDH9A11q23.1P49189 details
Gamma-butyrobetaine dioxygenaseBBOX111p14.2O75936 details
Amiloride-sensitive amine oxidase [copper-containing]ABP17q36.1P19801 details
S-methyl-5'-thioadenosine phosphorylaseMTAP9p21Q13126 details
S-adenosylmethionine decarboxylase proenzymeAMD16q21P17707 details
Glycine amidinotransferase, mitochondrialGATM15q21.1P50440 details
Betaine--homocysteine S-methyltransferase 1BHMT5q14.1Q93088 details
Sarcosine dehydrogenase, mitochondrialSARDH9q33-q34Q9UL12 details
Histidine decarboxylaseHDC15q21-q22P19113 details
Ornithine decarboxylaseODC12p25P11926 details
Spermine oxidaseSMOX20p13Q9NWM0 details
Agmatinase, mitochondrialAGMAT1p36.21Q9BSE5 details
Trimethyllysine dioxygenase, mitochondrialTMLHEXq28Q9NVH6 details
S-methylmethionine--homocysteine S-methyltransferase BHMT2BHMT25q13Q9H2M3 details
Pyruvate dehydrogenase phosphatase regulatory subunit, mitochondrialPDPR16q22.1Q8NCN5 details
Ornithine decarboxylase antizyme 1OAZ119p13.3P54368 details
Transporters
Protein NameGene NameLocusUniprot IDDetails
Solute carrier family 22 member 4SLC22A45q31.1Q9H015 details
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Gamma-butyrobetaine dioxygenaseBBOX111p14.2O75936 details
Amiloride-sensitive amine oxidase [copper-containing]ABP17q36.1P19801 details
Betaine--homocysteine S-methyltransferase 1BHMT5q14.1Q93088 details
Agmatinase, mitochondrialAGMAT1p36.21Q9BSE5 details
Trimethyllysine dioxygenase, mitochondrialTMLHEXq28Q9NVH6 details
S-methylmethionine--homocysteine S-methyltransferase BHMT2BHMT25q13Q9H2M3 details
Receptors
Protein NameGene NameLocusUniprot IDDetails
Amiloride-sensitive amine oxidase [copper-containing]ABP17q36.1P19801 details
Transcriptional FactorsNot Available
Concentrations Data
Cannabis CultivarStatusValueReferenceDetails
Alien DawgDetected and Quantified0.00173 mg/g dry wt
    • David S. Wishart,...
details
GabriolaDetected and Quantified0.000925 mg/g dry wt
    • David S. Wishart,...
details
Island HoneyDetected and Quantified0.000915 mg/g dry wt
    • David S. Wishart,...
details
QuadraDetected and Quantified0.000928 mg/g dry wt
    • David S. Wishart,...
details
Sensi StarDetected and Quantified0.000957 mg/g dry wt
    • David S. Wishart,...
details
Tangerine DreamDetected and Quantified0.00121 mg/g dry wt
    • David S. Wishart,...
details
HMDB IDHMDB0001414
DrugBank IDDB01917
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001494
KNApSAcK IDC00001428
Chemspider ID13837702
KEGG Compound IDC00134
BioCyc IDPUTRESCINE
BiGG ID33980
Wikipedia LinkPutrescine
METLIN ID3226
PubChem Compound1045
PDB IDNot Available
ChEBI ID17148
References
General ReferencesNot Available

Only showing the first 10 proteins. There are 31 proteins in total.

Enzymes

General function:
Involved in N-acetyltransferase activity
Specific function:
Enzyme which catalyzes the acetylation of polyamines. Substrate specificity: norspermidine > spermidine = spermine >> N(1)acetylspermine = putrescine.
Gene Name:
SAT2
Uniprot ID:
Q96F10
Molecular weight:
19154.905
General function:
Involved in N-acetyltransferase activity
Specific function:
Enzyme which catalyzes the acetylation of polyamines. Substrate specificity: norspermidine = spermidine >> spermine > N(1)-acetylspermine > putrescine. This highly regulated enzyme allows a fine attenuation of the intracellular concentration of polyamines. Also involved in the regulation of polyamine transport out of cells. Acts on 1,3-diaminopropane, 1,5-diaminopentane, putrescine, spermidine (forming N(1)- and N(8)-acetylspermidine), spermine, N(1)-acetylspermidine and N(8)-acetylspermidine.
Gene Name:
SAT1
Uniprot ID:
P21673
Molecular weight:
20023.8
General function:
Amino acid transport and metabolism
Specific function:
Flavoenzyme which catalyzes the oxidation of N(1)-acetylspermine to spermidine and is thus involved in the polyamine back-conversion. Can also oxidize N(1)-acetylspermidine to putrescine. Substrate specificity: N(1)-acetylspermine = N(1)-acetylspermidine > N(1),N(12)-diacylspermine >> spermine. Does not oxidize spermidine. Plays an important role in the regulation of polyamine intracellular concentration and has the potential to act as a determinant of cellular sensitivity to the antitumor polyamine analogs.
Gene Name:
PAOX
Uniprot ID:
Q6QHF9
Molecular weight:
55512.64
General function:
Involved in oxidoreductase activity, acting on CH-OH group of donors
Specific function:
Not Available
Gene Name:
CHDH
Uniprot ID:
Q8NE62
Molecular weight:
65358.005
General function:
Involved in oxidoreductase activity
Specific function:
Not Available
Gene Name:
DMGDH
Uniprot ID:
Q9UI17
Molecular weight:
96810.135
General function:
Involved in spermine synthase activity
Specific function:
Catalyzes the production of spermine from spermidine and decarboxylated S-adenosylmethionine (dcSAM).
Gene Name:
SMS
Uniprot ID:
P52788
Molecular weight:
35278.2
General function:
Involved in catalytic activity
Specific function:
Catalyzes the production of spermidine from putrescine and decarboxylated S-adenosylmethionine (dcSAM). Has a strong preference for putrescine as substrate, and has very low activity towards 1,3-diaminopropane. Has extremely low activity towards spermidine.
Gene Name:
SRM
Uniprot ID:
P19623
Molecular weight:
33824.455
General function:
Involved in oxidoreductase activity
Specific function:
Converts gamma-trimethylaminobutyraldehyde into gamma-butyrobetaine. Catalyzes the irreversible oxidation of a broad range of aldehydes to the corresponding acids in an NAD-dependent reaction.
Gene Name:
ALDH9A1
Uniprot ID:
P49189
Molecular weight:
56291.485
General function:
Involved in iron ion binding
Specific function:
Catalyzes the formation of L-carnitine from gamma-butyrobetaine.
Gene Name:
BBOX1
Uniprot ID:
O75936
Molecular weight:
44714.6
General function:
Involved in copper ion binding
Specific function:
Catalyzes the degradation of compounds such as putrescine, histamine, spermine, and spermidine, substances involved in allergic and immune responses, cell proliferation, tissue differentiation, tumor formation, and possibly apoptosis. Placental DAO is thought to play a role in the regulation of the female reproductive function.
Gene Name:
ABP1
Uniprot ID:
P19801
Molecular weight:
85377.1

Transporters

General function:
Involved in ion transmembrane transporter activity
Specific function:
Sodium-ion dependent, low affinity carnitine transporter. Probably transports one sodium ion with one molecule of carnitine. Also transports organic cations such as tetraethylammonium (TEA) without the involvement of sodium. Relative uptake activity ratio of carnitine to TEA is 1.78. A key substrate of this transporter seems to be ergothioneine (ET)
Gene Name:
SLC22A4
Uniprot ID:
Q9H015
Molecular weight:
62154.5

Only showing the first 10 proteins. There are 31 proteins in total.